Gossypetin hexamethyl ether

Base Information

• Chemical Name: Gossypetin hexamethyl ether
• CAS No.: 7741-47-1
• Molecular Formula: C21H22O8
• Molecular Weight: 402.401
• DSSTox Substance ID: DTXSID60228122
• Nikkaji Number: J282.486H
• Wikidata: Q83108053
• Metabolomics Workbench ID: 26338
• Mol file: 7741-47-1.mol

Synonyms:Gossypetin hexamethyl ether;3,5,7,8,3',4'-Hexamethoxyflavone;2-(3,4-Dimethoxyphenyl)-3,5,7,8-tetramethoxy-4H-1-benzopyran-4-one;7741-47-1;3,3',4',5,7,8-Hexamethoxyflavone;2-(3,4-dimethoxyphenyl)-3,5,7,8-tetramethoxychromen-4-one;4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3,5,7,8-tetramethoxy-;3,5,7,8,3 inverted exclamation marka,4 inverted exclamation marka-Hexamethoxyflavone;SCHEMBL988273;DTXSID60228122;CHEBI:175984;HY-N11166;LMPK12113255;CS-0639018

Chemical Property of Gossypetin hexamethyl ether

Chemical Property:

• Vapor Pressure: 2.85E-14mmHg at 25°C
• Boiling Point: 598.2°Cat760mmHg
• Flash Point: 261°C
• Density: 1.3g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 402.13146766
• Heavy Atom Count: 29
• Complexity: 606

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C=C3OC)OC)OC)OC)OC

Technology Process of Gossypetin hexamethyl ether

There total 17 articles about Gossypetin hexamethyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

5,8-dihydroxy-3,7-dimethoxy-2-(3,4-dimethoxyphenyl)-4-benzopyrone (7380-44-1) + dimethyl sulfate (77-78-1) → hexa-O-methylogossypetin (7741-47-1)

Guidance literature:

With potassium carbonate; In dichloromethane; acetone; for 4h; Heating;

DOI:10.1016/j.tet.2004.01.023

Reference yield:

2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (855-97-0) → hexa-O-methylogossypetin (7741-47-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.5 h / 0 - 20 °C

2: 96 percent / K₂CO₃ / acetone / 1 h / Heating

3: 99 percent / BBr₃ / CH₂Cl₂ / 0.5 h / 0 °C

4: 89 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.83 h / 0 - 20 °C

5: 87 percent / K₂CO₃ / acetone; CH₂Cl₂ / 4 h / Heating

With 3,3-dimethyldioxirane; boron tribromide; potassium carbonate; In dichloromethane; acetone;

DOI:10.1016/j.tet.2004.01.023

Reference yield:

retusin (1245-15-4) → hexa-O-methylogossypetin (7741-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.83 h / 0 - 20 °C

2: 87 percent / K₂CO₃ / acetone; CH₂Cl₂ / 4 h / Heating

With 3,3-dimethyldioxirane; potassium carbonate; In dichloromethane; acetone;

DOI:10.1016/j.tet.2004.01.023

upstream raw materials:

gossypetin

dimethyl sulfate

methyl iodide

2-(3,4-dimethoxy-phenyl)-5,7,8-trihydroxy-3-methoxy-chromen-4-one

Downstream raw materials:

2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-one

limocitrin 3,7,4'-trimethyl ether-5-acetate

Veratric acid

3,5-dihydroxy-7,8,3',4'-tetramethoxyflavone

Refernces

• 1、 Manthey, John A.,Guthrie, Najla. "Antiproliferative activities of citrus flavonoids against six human cancer cell lines". . p. 5837 - 5843. Retrieved 2007/10/03.
• 2、 Wang, Ying,Hamburger, Matthias,Gueho, Joseph,Hostettmann, Kurt. "ANTIMICROBIAL FLAVONOIDS FROM PSIADIA TRINERVIA AND THEIR METHYLATED AND ACETYLATED DERIVATIVES". . p. 2323 - 2328. Retrieved 2007/10/02.